메뉴 건너뛰기




Volumn 33, Issue 7, 2015, Pages 419-428

Plant diterpene synthases: Exploring modularity and metabolic diversity for bioengineering

Author keywords

Diterpene synthase; Metabolic engineering; Natural product biosynthesis; Plant chemical diversity; Synthetic biology

Indexed keywords

ADDITIVES; BIOCHEMISTRY; CHEMICAL CONTAMINATION; ENZYMES; FRAGRANCES; INDUSTRIAL CHEMICALS; INDUSTRIAL PLANTS; METABOLIC ENGINEERING; METABOLISM; PLANTS (BOTANY);

EID: 84930928085     PISSN: 01677799     EISSN: 18793096     Source Type: Journal    
DOI: 10.1016/j.tibtech.2015.04.006     Document Type: Review
Times cited : (127)

References (100)
  • 1
    • 34250785114 scopus 로고    scopus 로고
    • The function of terpene natural products in the natural world
    • Gershenzon J., Dudareva N. The function of terpene natural products in the natural world. Nat. Chem. Biol. 2007, 3:408-414.
    • (2007) Nat. Chem. Biol. , vol.3 , pp. 408-414
    • Gershenzon, J.1    Dudareva, N.2
  • 2
    • 79953251042 scopus 로고    scopus 로고
    • The family of terpene synthases in plants: a mid-size family of genes for specialized metabolism that is highly diversified throughout the kingdom
    • Chen F., et al. The family of terpene synthases in plants: a mid-size family of genes for specialized metabolism that is highly diversified throughout the kingdom. Plant J. 2011, 66:212-229.
    • (2011) Plant J. , vol.66 , pp. 212-229
    • Chen, F.1
  • 3
    • 84906066728 scopus 로고    scopus 로고
    • Biosynthesis, elicitation and roles of monocot terpenoid phytoalexins
    • Schmelz E.A., et al. Biosynthesis, elicitation and roles of monocot terpenoid phytoalexins. Plant J. 2014, 79:659-678.
    • (2014) Plant J. , vol.79 , pp. 659-678
    • Schmelz, E.A.1
  • 4
    • 33750182554 scopus 로고    scopus 로고
    • Diterpene resin acids in conifers
    • Keeling C.I., Bohlmann J. Diterpene resin acids in conifers. Phytochemistry 2006, 67:2415-2423.
    • (2006) Phytochemistry , vol.67 , pp. 2415-2423
    • Keeling, C.I.1    Bohlmann, J.2
  • 5
    • 84865189181 scopus 로고    scopus 로고
    • Pine terpenoid defences in the mountain pine beetle epidemic and in other conifer pest interactions: specialized enemies are eating holes into a diverse, dynamic and durable defence system
    • Bohlmann J. Pine terpenoid defences in the mountain pine beetle epidemic and in other conifer pest interactions: specialized enemies are eating holes into a diverse, dynamic and durable defence system. Tree Physiol. 2012, 32:943-945.
    • (2012) Tree Physiol. , vol.32 , pp. 943-945
    • Bohlmann, J.1
  • 6
    • 48549091831 scopus 로고    scopus 로고
    • Identification and regulation of TPS04/GES, an Arabidopsis geranyllinalool synthase catalyzing the first step in the formation of the insect-induced volatile C16-homoterpene TMTT
    • Herde M., et al. Identification and regulation of TPS04/GES, an Arabidopsis geranyllinalool synthase catalyzing the first step in the formation of the insect-induced volatile C16-homoterpene TMTT. Plant Cell 2008, 20:1152-1168.
    • (2008) Plant Cell , vol.20 , pp. 1152-1168
    • Herde, M.1
  • 7
    • 48949107719 scopus 로고    scopus 로고
    • Silencing geranylgeranyl diphosphate synthase in Nicotiana attenuata dramatically impairs resistance to tobacco hornworm
    • Jassbi A.R., et al. Silencing geranylgeranyl diphosphate synthase in Nicotiana attenuata dramatically impairs resistance to tobacco hornworm. Plant Physiol. 2008, 146:867-974.
    • (2008) Plant Physiol. , vol.146 , pp. 867-974
    • Jassbi, A.R.1
  • 8
    • 84876771750 scopus 로고    scopus 로고
    • Formation of the unusual semivolatile diterpene rhizathalene by the Arabidopsis class I terpene synthase TPS08 in the root stele is involved in defense against belowground herbivory
    • Vaughan M.M., et al. Formation of the unusual semivolatile diterpene rhizathalene by the Arabidopsis class I terpene synthase TPS08 in the root stele is involved in defense against belowground herbivory. Plant Cell 2013, 25:1108-1125.
    • (2013) Plant Cell , vol.25 , pp. 1108-1125
    • Vaughan, M.M.1
  • 9
    • 0034789998 scopus 로고    scopus 로고
    • Taxol: biosynthesis, molecular genetics, and biotechnological applications
    • Jennewein S., Croteau R. Taxol: biosynthesis, molecular genetics, and biotechnological applications. Appl. Microbiol. Biotechnol. 2001, 57:13-19.
    • (2001) Appl. Microbiol. Biotechnol. , vol.57 , pp. 13-19
    • Jennewein, S.1    Croteau, R.2
  • 10
    • 84864148741 scopus 로고    scopus 로고
    • Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture
    • Caniard A., et al. Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture. BMC Plant Biol. 2012, 12:119.
    • (2012) BMC Plant Biol. , vol.12 , pp. 119
    • Caniard, A.1
  • 11
    • 84869450595 scopus 로고    scopus 로고
    • Towards a biosynthetic route to sclareol and amber odorants
    • Schalk M., et al. Towards a biosynthetic route to sclareol and amber odorants. J. Am. Chem. Soc. 2012, 134:18900-18903.
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 18900-18903
    • Schalk, M.1
  • 12
    • 84893519188 scopus 로고    scopus 로고
    • Biotechnological production of natural zero-calorie sweeteners
    • Philippe R.N., et al. Biotechnological production of natural zero-calorie sweeteners. Curr. Opin. Biotechnol. 2014, 26:155-161.
    • (2014) Curr. Opin. Biotechnol. , vol.26 , pp. 155-161
    • Philippe, R.N.1
  • 13
    • 43549105634 scopus 로고    scopus 로고
    • Terpenoid biomaterials
    • Bohlmann J., Keeling C.I. Terpenoid biomaterials. Plant J. 2008, 54:656-669.
    • (2008) Plant J. , vol.54 , pp. 656-669
    • Bohlmann, J.1    Keeling, C.I.2
  • 14
    • 84907018095 scopus 로고    scopus 로고
    • Metabolic engineering of terpene synthases of conifer defense: bioproducts, biofuels and perfumes
    • Elsevier
    • Zerbe P., Bohlmann J. Metabolic engineering of terpene synthases of conifer defense: bioproducts, biofuels and perfumes. Recent Advances in Phytochemistry 2013, 85-107. Elsevier. 44th edn.
    • (2013) Recent Advances in Phytochemistry , pp. 85-107
    • Zerbe, P.1    Bohlmann, J.2
  • 15
    • 84882907547 scopus 로고    scopus 로고
    • 14-step synthesis of (+)-ingenol from (+)-3-carene
    • Jørgensen L., et al. 14-step synthesis of (+)-ingenol from (+)-3-carene. Science 2013, 341:878-882.
    • (2013) Science , vol.341 , pp. 878-882
    • Jørgensen, L.1
  • 16
    • 84857917000 scopus 로고    scopus 로고
    • Recent advances towards development and commercialization of plant cell culture processes for the synthesis of biomolecules
    • Wilson S.A., Roberts S.C. Recent advances towards development and commercialization of plant cell culture processes for the synthesis of biomolecules. Plant Biotechnol. J. 2012, 10:249-268.
    • (2012) Plant Biotechnol. J. , vol.10 , pp. 249-268
    • Wilson, S.A.1    Roberts, S.C.2
  • 17
    • 84858070612 scopus 로고    scopus 로고
    • Synthetic biosystems for the production of high-value plant metabolites
    • Facchini P.J., et al. Synthetic biosystems for the production of high-value plant metabolites. Trends Biotechnol. 2012, 30:127-131.
    • (2012) Trends Biotechnol. , vol.30 , pp. 127-131
    • Facchini, P.J.1
  • 18
    • 84881289890 scopus 로고    scopus 로고
    • Network analysis for gene discovery in plant-specialized metabolism
    • Higashi Y., Saito K. Network analysis for gene discovery in plant-specialized metabolism. Plant Cell Environ. 2013, 36:1597-1606.
    • (2013) Plant Cell Environ. , vol.36 , pp. 1597-1606
    • Higashi, Y.1    Saito, K.2
  • 19
    • 84861660809 scopus 로고    scopus 로고
    • Taming the hydra of specialized metabolism: how systems biology and comparative approaches are revolutionizing plant biochemistry
    • Schilmiller A.L., et al. Taming the hydra of specialized metabolism: how systems biology and comparative approaches are revolutionizing plant biochemistry. Curr. Opin. Plant Biol. 2012, 15:338-344.
    • (2012) Curr. Opin. Plant Biol. , vol.15 , pp. 338-344
    • Schilmiller, A.L.1
  • 20
    • 84878460164 scopus 로고    scopus 로고
    • Gene discovery of modular diterpene metabolism in non-model systems
    • Zerbe P., et al. Gene discovery of modular diterpene metabolism in non-model systems. Plant Physiol. 2013, 162:1073-1091.
    • (2013) Plant Physiol. , vol.162 , pp. 1073-1091
    • Zerbe, P.1
  • 21
    • 77957329119 scopus 로고    scopus 로고
    • Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli
    • Ajikumar P.K., et al. Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli. Science 2010, 330:70-74.
    • (2010) Science , vol.330 , pp. 70-74
    • Ajikumar, P.K.1
  • 22
    • 84863116515 scopus 로고    scopus 로고
    • Modular pathway engineering of diterpenoid synthases and the mevalonic acid pathway for miltiradiene production
    • Zhou Y.J., et al. Modular pathway engineering of diterpenoid synthases and the mevalonic acid pathway for miltiradiene production. J. Am. Chem. Soc. 2012, 134:3234-3241.
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 3234-3241
    • Zhou, Y.J.1
  • 23
    • 33646674456 scopus 로고    scopus 로고
    • Genes, enzymes and chemicals of terpenoid diversity in the constitutive and induced defence of conifers against insects and pathogens
    • Keeling C.I., Bohlmann J. Genes, enzymes and chemicals of terpenoid diversity in the constitutive and induced defence of conifers against insects and pathogens. New Phytol. 2006, 170:657-675.
    • (2006) New Phytol. , vol.170 , pp. 657-675
    • Keeling, C.I.1    Bohlmann, J.2
  • 24
    • 78049311312 scopus 로고    scopus 로고
    • Two rings in them all: the labdane-related diterpenoids
    • Peters R.J. Two rings in them all: the labdane-related diterpenoids. Nat. Prod. Rep. 2010, 27:1521-1530.
    • (2010) Nat. Prod. Rep. , vol.27 , pp. 1521-1530
    • Peters, R.J.1
  • 25
    • 0034980234 scopus 로고    scopus 로고
    • Genomic organization of plant terpene synthases and molecular evolutionary implications
    • Trapp S.C., Croteau R.B. Genomic organization of plant terpene synthases and molecular evolutionary implications. Genetics 2001, 158:811-832.
    • (2001) Genetics , vol.158 , pp. 811-832
    • Trapp, S.C.1    Croteau, R.B.2
  • 26
    • 84871576542 scopus 로고    scopus 로고
    • Terpenoid synthase structures: a so far incomplete view of complex catalysis
    • Gao Y., et al. Terpenoid synthase structures: a so far incomplete view of complex catalysis. Nat. Prod. Rep. 2012, 29:1153-1175.
    • (2012) Nat. Prod. Rep. , vol.29 , pp. 1153-1175
    • Gao, Y.1
  • 27
    • 84899764072 scopus 로고    scopus 로고
    • To gibberellins and beyond! Surveying the evolution of (di)terpenoid metabolism
    • Zi J., et al. To gibberellins and beyond! Surveying the evolution of (di)terpenoid metabolism. Annu. Rev. Plant Biol. 2014, 65:259-286.
    • (2014) Annu. Rev. Plant Biol. , vol.65 , pp. 259-286
    • Zi, J.1
  • 28
  • 29
    • 84877652929 scopus 로고    scopus 로고
    • Network analysis of the MVA and MEP pathways for isoprenoid synthesis
    • Vranová E., et al. Network analysis of the MVA and MEP pathways for isoprenoid synthesis. Annu. Rev. Plant Biol. 2013, 64:665-700.
    • (2013) Annu. Rev. Plant Biol. , vol.64 , pp. 665-700
    • Vranová, E.1
  • 31
    • 79953234390 scopus 로고    scopus 로고
    • A P450-centric view of plant evolution
    • Nelson D., Werck-Reichhart D. A P450-centric view of plant evolution. Plant J. 2011, 66:194-211.
    • (2011) Plant J. , vol.66 , pp. 194-211
    • Nelson, D.1    Werck-Reichhart, D.2
  • 32
    • 82855167372 scopus 로고    scopus 로고
    • Evolution of diterpene metabolism: Sitka spruce CYP720B4 catalyzes multiple oxidations in resin acid biosynthesis of conifer defense against insects
    • Hamberger B., et al. Evolution of diterpene metabolism: Sitka spruce CYP720B4 catalyzes multiple oxidations in resin acid biosynthesis of conifer defense against insects. Plant Physiol. 2011, 157:1677-1695.
    • (2011) Plant Physiol. , vol.157 , pp. 1677-1695
    • Hamberger, B.1
  • 33
    • 78650624384 scopus 로고    scopus 로고
    • CYP99A3: functional identification of a diterpene oxidase from the momilactone biosynthetic gene cluster in rice
    • Wang Q., et al. CYP99A3: functional identification of a diterpene oxidase from the momilactone biosynthetic gene cluster in rice. Plant J. 2011, 65:87-95.
    • (2011) Plant J. , vol.65 , pp. 87-95
    • Wang, Q.1
  • 34
    • 84863278793 scopus 로고    scopus 로고
    • CYP701A8: a rice ent-kaurene oxidase paralog diverted to more specialized diterpenoid metabolism
    • Wang Q., et al. CYP701A8: a rice ent-kaurene oxidase paralog diverted to more specialized diterpenoid metabolism. Plant Physiol. 2012, 158:1418-1425.
    • (2012) Plant Physiol. , vol.158 , pp. 1418-1425
    • Wang, Q.1
  • 35
    • 84863143888 scopus 로고    scopus 로고
    • Characterization of CYP76M5-8 indicates metabolic plasticity within a plant biosynthetic gene cluster
    • Wang Q., et al. Characterization of CYP76M5-8 indicates metabolic plasticity within a plant biosynthetic gene cluster. J. Biol. Chem. 2012, 287:6159-6168.
    • (2012) J. Biol. Chem. , vol.287 , pp. 6159-6168
    • Wang, Q.1
  • 36
    • 84907478493 scopus 로고    scopus 로고
    • Production of bioactive diterpenoids in the euphorbiaceae depends on evolutionarily conserved gene clusters
    • King A.J., et al. Production of bioactive diterpenoids in the euphorbiaceae depends on evolutionarily conserved gene clusters. Plant Cell 2014, 26:3286-3298.
    • (2014) Plant Cell , vol.26 , pp. 3286-3298
    • King, A.J.1
  • 37
    • 84886394800 scopus 로고    scopus 로고
    • Characterization of CYP76AH4 clarifies phenolic diterpenoid biosynthesis in the Lamiaceae
    • Zi J., Peters R.J. Characterization of CYP76AH4 clarifies phenolic diterpenoid biosynthesis in the Lamiaceae. Org. Biomol. Chem. 2013, 11:7650-7652.
    • (2013) Org. Biomol. Chem. , vol.11 , pp. 7650-7652
    • Zi, J.1    Peters, R.J.2
  • 38
    • 84859487055 scopus 로고    scopus 로고
    • Bifunctional cis-abienol synthase from Abies balsamea discovered by transcriptome sequencing and its implications for diterpenoid fragrance production
    • Zerbe P., et al. Bifunctional cis-abienol synthase from Abies balsamea discovered by transcriptome sequencing and its implications for diterpenoid fragrance production. J. Biol. Chem. 2012, 287:12121-12131.
    • (2012) J. Biol. Chem. , vol.287 , pp. 12121-12131
    • Zerbe, P.1
  • 39
    • 33846231823 scopus 로고    scopus 로고
    • Functional characterization of the rice kaurene synthase-like gene family
    • Xu M., et al. Functional characterization of the rice kaurene synthase-like gene family. Phytochemistry 2007, 68:312-326.
    • (2007) Phytochemistry , vol.68 , pp. 312-326
    • Xu, M.1
  • 40
    • 84868122432 scopus 로고    scopus 로고
    • Functional characterization of wheat ent-kaurene(-like) synthases indicates continuing evolution of labdane-related diterpenoid metabolism in the cereals
    • Zhou K., et al. Functional characterization of wheat ent-kaurene(-like) synthases indicates continuing evolution of labdane-related diterpenoid metabolism in the cereals. Phytochemistry 2012, 84:47-55.
    • (2012) Phytochemistry , vol.84 , pp. 47-55
    • Zhou, K.1
  • 41
    • 84863164970 scopus 로고    scopus 로고
    • Insights into diterpene cyclization from structure of bifunctional abietadiene synthase from Abies grandis
    • Zhou K., et al. Insights into diterpene cyclization from structure of bifunctional abietadiene synthase from Abies grandis. J. Biol. Chem. 2012, 287:6840-6850.
    • (2012) J. Biol. Chem. , vol.287 , pp. 6840-6850
    • Zhou, K.1
  • 42
    • 78650991785 scopus 로고    scopus 로고
    • Taxadiene synthase structure and evolution of modular architecture in terpene biosynthesis
    • Köksal M., et al. Taxadiene synthase structure and evolution of modular architecture in terpene biosynthesis. Nature 2011, 469:116-120.
    • (2011) Nature , vol.469 , pp. 116-120
    • Köksal, M.1
  • 43
    • 79959374838 scopus 로고    scopus 로고
    • Structure and mechanism of the diterpene cyclase ent-copalyl diphosphate synthase
    • Köksal M., et al. Structure and mechanism of the diterpene cyclase ent-copalyl diphosphate synthase. Nat. Chem. Biol. 2011, 7:431-433.
    • (2011) Nat. Chem. Biol. , vol.7 , pp. 431-433
    • Köksal, M.1
  • 44
    • 0028520249 scopus 로고
    • The Arabidopsis GA1 locus encodes the cyclase ent-kaurene synthetase A of gibberellin biosynthesis
    • Sun T.P., Kamiya Y. The Arabidopsis GA1 locus encodes the cyclase ent-kaurene synthetase A of gibberellin biosynthesis. Plant Cell 1994, 6:1509-1518.
    • (1994) Plant Cell , vol.6 , pp. 1509-1518
    • Sun, T.P.1    Kamiya, Y.2
  • 45
    • 77949506768 scopus 로고    scopus 로고
    • Identification and functional characterization of monofunctional ent-copalyl diphosphate and ent-kaurene synthases in white spruce reveal different patterns for diterpene synthase evolution for primary and secondary metabolism in gymnosperms
    • Keeling C.I., et al. Identification and functional characterization of monofunctional ent-copalyl diphosphate and ent-kaurene synthases in white spruce reveal different patterns for diterpene synthase evolution for primary and secondary metabolism in gymnosperms. Plant Physiol. 2010, 152:1197-1208.
    • (2010) Plant Physiol. , vol.152 , pp. 1197-1208
    • Keeling, C.I.1
  • 46
    • 84901236690 scopus 로고    scopus 로고
    • Biochemical characterization of the castor bean ent-kaurene synthase(-like) family supports quantum chemical view of diterpene cyclization
    • Jackson A.J., et al. Biochemical characterization of the castor bean ent-kaurene synthase(-like) family supports quantum chemical view of diterpene cyclization. Phytochemistry 2014, 103:13-21.
    • (2014) Phytochemistry , vol.103 , pp. 13-21
    • Jackson, A.J.1
  • 47
    • 70749152711 scopus 로고    scopus 로고
    • A functional genomics approach to tanshinone biosynthesis provides stereochemical insights
    • Gao W., et al. A functional genomics approach to tanshinone biosynthesis provides stereochemical insights. Org. Lett. 2009, 11:5170-5173.
    • (2009) Org. Lett. , vol.11 , pp. 5170-5173
    • Gao, W.1
  • 48
    • 84897669875 scopus 로고    scopus 로고
    • Manoyl oxide (13R), the biosynthetic precursor of forskolin, is synthesized in specialized root cork cells in Coleus forskohlii
    • Pateraki I., et al. Manoyl oxide (13R), the biosynthetic precursor of forskolin, is synthesized in specialized root cork cells in Coleus forskohlii. Plant Physiol. 2014, 164:1222-1236.
    • (2014) Plant Physiol. , vol.164 , pp. 1222-1236
    • Pateraki, I.1
  • 49
    • 84907018134 scopus 로고    scopus 로고
    • Diterpene synthases of the biosynthetic system of medicinally active diterpenoids in Marrubium vulgare
    • Zerbe P., et al. Diterpene synthases of the biosynthetic system of medicinally active diterpenoids in Marrubium vulgare. Plant J. 2014, 79:914-927.
    • (2014) Plant J. , vol.79 , pp. 914-927
    • Zerbe, P.1
  • 50
    • 84897113492 scopus 로고    scopus 로고
    • Characterization of two genes for the biosynthesis of abietane-type diterpenes in rosemary (Rosmarinus officinalis) glandular trichomes
    • Brückner K., et al. Characterization of two genes for the biosynthesis of abietane-type diterpenes in rosemary (Rosmarinus officinalis) glandular trichomes. Phytochemistry 2014, 101:52-64.
    • (2014) Phytochemistry , vol.101 , pp. 52-64
    • Brückner, K.1
  • 51
    • 84866738568 scopus 로고    scopus 로고
    • Characterization of two genes for the biosynthesis of the labdane diterpene Z-abienol in tobacco (Nicotiana tabacum) glandular trichomes
    • Sallaud C., et al. Characterization of two genes for the biosynthesis of the labdane diterpene Z-abienol in tobacco (Nicotiana tabacum) glandular trichomes. Plant J. 2012, 72:1-17.
    • (2012) Plant J. , vol.72 , pp. 1-17
    • Sallaud, C.1
  • 52
    • 77956656821 scopus 로고    scopus 로고
    • A copal-8-ol diphosphate synthase from the angiosperm Cistus creticus subsp. creticus is a putative key enzyme for the formation of pharmacologically active, oxygen-containing labdane-type diterpenes
    • Falara V., et al. A copal-8-ol diphosphate synthase from the angiosperm Cistus creticus subsp. creticus is a putative key enzyme for the formation of pharmacologically active, oxygen-containing labdane-type diterpenes. Plant Physiol. 2010, 154:301-310.
    • (2010) Plant Physiol. , vol.154 , pp. 301-310
    • Falara, V.1
  • 53
    • 4444324207 scopus 로고    scopus 로고
    • Functional characterization of nine Norway Spruce TPS genes and evolution of gymnosperm terpene synthases of the TPS-d subfamily
    • Martin D.M., et al. Functional characterization of nine Norway Spruce TPS genes and evolution of gymnosperm terpene synthases of the TPS-d subfamily. Plant Physiol. 2004, 135:1908-1927.
    • (2004) Plant Physiol. , vol.135 , pp. 1908-1927
    • Martin, D.M.1
  • 54
    • 0034687757 scopus 로고    scopus 로고
    • Abietadiene synthase from grand fir (Abies grandis): characterization and mechanism of action of the 'pseudomature' recombinant enzyme
    • Peters R.J., et al. Abietadiene synthase from grand fir (Abies grandis): characterization and mechanism of action of the 'pseudomature' recombinant enzyme. Biochemistry 2000, 39:15592-15602.
    • (2000) Biochemistry , vol.39 , pp. 15592-15602
    • Peters, R.J.1
  • 55
    • 33750505476 scopus 로고    scopus 로고
    • Identification and functional analysis of bifunctional ent-kaurene synthase from the moss Physcomitrella patens
    • Hayashi K-I., et al. Identification and functional analysis of bifunctional ent-kaurene synthase from the moss Physcomitrella patens. FEBS Lett. 2006, 580:6175-6181.
    • (2006) FEBS Lett. , vol.580 , pp. 6175-6181
    • Hayashi, K.-I.1
  • 56
    • 83355166952 scopus 로고    scopus 로고
    • Enzymatic (13)C labeling and multidimensional NMR analysis of miltiradiene synthesized by bifunctional diterpene cyclase in Selaginella moellendorffii
    • Sugai Y., et al. Enzymatic (13)C labeling and multidimensional NMR analysis of miltiradiene synthesized by bifunctional diterpene cyclase in Selaginella moellendorffii. J. Biol. Chem. 2011, 286:42840-42847.
    • (2011) J. Biol. Chem. , vol.286 , pp. 42840-42847
    • Sugai, Y.1
  • 57
    • 80052157636 scopus 로고    scopus 로고
    • A novel labda-7,13e-dien-15-ol-producing bifunctional diterpene synthase from Selaginella moellendorffii
    • Mafu S., et al. A novel labda-7,13e-dien-15-ol-producing bifunctional diterpene synthase from Selaginella moellendorffii. Chembiochem 2011, 12:1984-1987.
    • (2011) Chembiochem , vol.12 , pp. 1984-1987
    • Mafu, S.1
  • 58
    • 84907048315 scopus 로고    scopus 로고
    • Geranyllinalool synthases in solanaceae and other angiosperms constitute an ancient branch of diterpene synthases involved in the synthesis of defensive compounds
    • Falara V., et al. Geranyllinalool synthases in solanaceae and other angiosperms constitute an ancient branch of diterpene synthases involved in the synthesis of defensive compounds. Plant Physiol. 2014, 166:428-441.
    • (2014) Plant Physiol. , vol.166 , pp. 428-441
    • Falara, V.1
  • 59
    • 79955020478 scopus 로고    scopus 로고
    • Electrostatic effects on (di)terpene synthase product outcome
    • Zhou K., Peters R.J. Electrostatic effects on (di)terpene synthase product outcome. Chem. Commun. 2011, 47:4074-4080.
    • (2011) Chem. Commun. , vol.47 , pp. 4074-4080
    • Zhou, K.1    Peters, R.J.2
  • 60
    • 80051584607 scopus 로고    scopus 로고
    • Biosynthesis via carbocations: theoretical studies on terpene formation
    • Tantillo D.J. Biosynthesis via carbocations: theoretical studies on terpene formation. Nat. Prod. Rep. 2011, 28:1035-1053.
    • (2011) Nat. Prod. Rep. , vol.28 , pp. 1035-1053
    • Tantillo, D.J.1
  • 61
    • 34250688380 scopus 로고    scopus 로고
    • Following evolution's lead to a single residue switch for diterpene synthase product outcome
    • Xu M., et al. Following evolution's lead to a single residue switch for diterpene synthase product outcome. Proc. Natl. Acad. Sci. U.S.A. 2007, 104:7397-7401.
    • (2007) Proc. Natl. Acad. Sci. U.S.A. , vol.104 , pp. 7397-7401
    • Xu, M.1
  • 62
    • 37549036742 scopus 로고    scopus 로고
    • A single residue switch converts abietadiene synthase into a pimaradiene specific cyclase
    • Wilderman P.R., Peters R.J. A single residue switch converts abietadiene synthase into a pimaradiene specific cyclase. J. Am. Chem. Soc. 2007, 129:15736-15737.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 15736-15737
    • Wilderman, P.R.1    Peters, R.J.2
  • 63
    • 84855950170 scopus 로고    scopus 로고
    • Mutational analysis of white spruce (Picea glauca) ent-kaurene synthase (PgKS) reveals common and distinct mechanisms of conifer diterpene synthases of general and specialized metabolism
    • Zerbe P., et al. Mutational analysis of white spruce (Picea glauca) ent-kaurene synthase (PgKS) reveals common and distinct mechanisms of conifer diterpene synthases of general and specialized metabolism. Phytochemistry 2012, 74:30-39.
    • (2012) Phytochemistry , vol.74 , pp. 30-39
    • Zerbe, P.1
  • 64
    • 77956371200 scopus 로고    scopus 로고
    • Combining metabolic and protein engineering of a terpenoid biosynthetic pathway for overproduction and selectivity control
    • Leonard E., et al. Combining metabolic and protein engineering of a terpenoid biosynthetic pathway for overproduction and selectivity control. Proc. Natl. Acad. Sci. U.S.A. 2010, 107:13654-13659.
    • (2010) Proc. Natl. Acad. Sci. U.S.A. , vol.107 , pp. 13654-13659
    • Leonard, E.1
  • 65
    • 84870946592 scopus 로고    scopus 로고
    • A single residue change leads to a hydroxylated product from the class II diterpene cyclization catalyzed by abietadiene synthase
    • Criswell J., et al. A single residue change leads to a hydroxylated product from the class II diterpene cyclization catalyzed by abietadiene synthase. Org. Lett. 2012, 14:5828-5831.
    • (2012) Org. Lett. , vol.14 , pp. 5828-5831
    • Criswell, J.1
  • 66
    • 38949096144 scopus 로고    scopus 로고
    • Functional plasticity of paralogous diterpene synthases involved in conifer defense
    • Keeling C.I., et al. Functional plasticity of paralogous diterpene synthases involved in conifer defense. Proc. Natl. Acad. Sci. U.S.A. 2008, 105:1085-1090.
    • (2008) Proc. Natl. Acad. Sci. U.S.A. , vol.105 , pp. 1085-1090
    • Keeling, C.I.1
  • 67
    • 42949168883 scopus 로고    scopus 로고
    • Increasing complexity of a diterpene synthase reaction with a single residue switch
    • Morrone D., et al. Increasing complexity of a diterpene synthase reaction with a single residue switch. J. Am. Chem. Soc. 2008, 130:5400-5401.
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 5400-5401
    • Morrone, D.1
  • 68
    • 84903735475 scopus 로고    scopus 로고
    • Novel product chemistry from mechanistic analysis of ent-copalyl diphosphate synthases from plant hormone biosynthesis
    • Potter K., et al. Novel product chemistry from mechanistic analysis of ent-copalyl diphosphate synthases from plant hormone biosynthesis. Angew. Chem. Int. Ed. (Engl.) 2014, 53:7198-7202.
    • (2014) Angew. Chem. Int. Ed. (Engl.) , vol.53 , pp. 7198-7202
    • Potter, K.1
  • 69
    • 84873259427 scopus 로고    scopus 로고
    • Evolution of conifer diterpene synthases: diterpene resin acid biosynthesis in lodgepole pine and jack pine involves monofunctional and bifunctional diterpene synthases
    • Hall D.E., et al. Evolution of conifer diterpene synthases: diterpene resin acid biosynthesis in lodgepole pine and jack pine involves monofunctional and bifunctional diterpene synthases. Plant Physiol. 2012, 161:600-616.
    • (2012) Plant Physiol. , vol.161 , pp. 600-616
    • Hall, D.E.1
  • 70
    • 77955430862 scopus 로고    scopus 로고
    • Cloning of casbene and neocembrene synthases from Euphorbiaceae plants and expression in Saccharomyces cerevisiae
    • Kirby J., et al. Cloning of casbene and neocembrene synthases from Euphorbiaceae plants and expression in Saccharomyces cerevisiae. Phytochemistry 2010, 71:1466-1473.
    • (2010) Phytochemistry , vol.71 , pp. 1466-1473
    • Kirby, J.1
  • 71
    • 84880959198 scopus 로고    scopus 로고
    • Evolution of a complex locus for terpene biosynthesis in solanum
    • Matsuba Y., et al. Evolution of a complex locus for terpene biosynthesis in solanum. Plant Cell 2013, 25:2022-2036.
    • (2013) Plant Cell , vol.25 , pp. 2022-2036
    • Matsuba, Y.1
  • 72
    • 84918561229 scopus 로고    scopus 로고
    • Biosynthesis of lycosantalonol, a cis-prenyl derived diterpenoid
    • Zi J., et al. Biosynthesis of lycosantalonol, a cis-prenyl derived diterpenoid. J. Am. Chem. Soc. 2014, 136:16951-16953.
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 16951-16953
    • Zi, J.1
  • 73
    • 79958737075 scopus 로고    scopus 로고
    • The primary diterpene synthase products of Picea abies levopimaradiene/abietadiene synthase (PaLAS) are epimers of a thermally unstable diterpenol
    • Keeling C.I., et al. The primary diterpene synthase products of Picea abies levopimaradiene/abietadiene synthase (PaLAS) are epimers of a thermally unstable diterpenol. J. Biol. Chem. 2011, 286:21145-21153.
    • (2011) J. Biol. Chem. , vol.286 , pp. 21145-21153
    • Keeling, C.I.1
  • 74
    • 84920495795 scopus 로고    scopus 로고
    • Investigation of terpene diversification across multiple sequenced plant genomes
    • Boutanaev A.M., et al. Investigation of terpene diversification across multiple sequenced plant genomes. Proc. Natl. Acad. Sci. U.S.A. 2015, 112:E81-E88.
    • (2015) Proc. Natl. Acad. Sci. U.S.A. , vol.112 , pp. E81-E88
    • Boutanaev, A.M.1
  • 75
    • 79954546857 scopus 로고    scopus 로고
    • Evident and latent plasticity across the rice diterpene synthase family with potential implications for the evolution of diterpenoid metabolism in the cereals
    • Morrone D., et al. Evident and latent plasticity across the rice diterpene synthase family with potential implications for the evolution of diterpenoid metabolism in the cereals. Biochem. J. 2011, 435:589-595.
    • (2011) Biochem. J. , vol.435 , pp. 589-595
    • Morrone, D.1
  • 76
    • 84920470778 scopus 로고    scopus 로고
    • The application of synthetic biology to elucidation of plant mono-, sesqui- and diterpenoid metabolism
    • Kitaoka N., et al. The application of synthetic biology to elucidation of plant mono-, sesqui- and diterpenoid metabolism. Mol. Plant 2014, 10.1093/mp/ssu104.
    • (2014) Mol. Plant
    • Kitaoka, N.1
  • 77
    • 84865142847 scopus 로고    scopus 로고
    • Microbial engineering for the production of advanced biofuels
    • Peralta-Yahya P.P., et al. Microbial engineering for the production of advanced biofuels. Nature 2012, 488:320-328.
    • (2012) Nature , vol.488 , pp. 320-328
    • Peralta-Yahya, P.P.1
  • 78
    • 33645870422 scopus 로고    scopus 로고
    • Production of the antimalarial drug precursor artemisinic acid in engineered yeast
    • Ro D-K., et al. Production of the antimalarial drug precursor artemisinic acid in engineered yeast. Nature 2006, 440:940-943.
    • (2006) Nature , vol.440 , pp. 940-943
    • Ro, D.-K.1
  • 79
    • 84876784070 scopus 로고    scopus 로고
    • High-level semi-synthetic production of the potent antimalarial artemisinin
    • Paddon C.J., et al. High-level semi-synthetic production of the potent antimalarial artemisinin. Nature 2013, 496:528-532.
    • (2013) Nature , vol.496 , pp. 528-532
    • Paddon, C.J.1
  • 80
    • 84912120800 scopus 로고    scopus 로고
    • Efficient diterpene production in yeast by engineering Erg20p into a geranylgeranyl diphosphate synthase
    • Ignea C., et al. Efficient diterpene production in yeast by engineering Erg20p into a geranylgeranyl diphosphate synthase. Metab. Eng. 2015, 27:65-75.
    • (2015) Metab. Eng. , vol.27 , pp. 65-75
    • Ignea, C.1
  • 81
    • 20344404474 scopus 로고    scopus 로고
    • Loblolly pine abietadienol/abietadienal oxidase PtAO (CYP720B1) is a multifunctional, multisubstrate cytochrome P450 monooxygenase
    • Ro D-K., et al. Loblolly pine abietadienol/abietadienal oxidase PtAO (CYP720B1) is a multifunctional, multisubstrate cytochrome P450 monooxygenase. Proc. Natl. Acad. Sci. U.S.A. 2005, 102:8060-8065.
    • (2005) Proc. Natl. Acad. Sci. U.S.A. , vol.102 , pp. 8060-8065
    • Ro, D.-K.1
  • 82
    • 84866744325 scopus 로고    scopus 로고
    • Production of miltiradiene by metabolically engineered Saccharomyces cerevisiae
    • Dai Z., et al. Production of miltiradiene by metabolically engineered Saccharomyces cerevisiae. Biotechnol. Bioeng. 2012, 109:2845-2853.
    • (2012) Biotechnol. Bioeng. , vol.109 , pp. 2845-2853
    • Dai, Z.1
  • 83
    • 84910149985 scopus 로고    scopus 로고
    • Microbial synthesis of the forskolin precursor manoyl oxide in enantiomerically pure form
    • Nielsen M.T., et al. Microbial synthesis of the forskolin precursor manoyl oxide in enantiomerically pure form. Appl. Environ. Microbiol. 2014, 10.1128/AEM.02301-14.
    • (2014) Appl. Environ. Microbiol.
    • Nielsen, M.T.1
  • 84
    • 84859772410 scopus 로고    scopus 로고
    • Synthetic biology and the development of tools for metabolic engineering
    • Keasling J.D. Synthetic biology and the development of tools for metabolic engineering. Metab. Eng. 2012, 14:189-195.
    • (2012) Metab. Eng. , vol.14 , pp. 189-195
    • Keasling, J.D.1
  • 85
    • 42549093749 scopus 로고    scopus 로고
    • Terpenoids: opportunities for biosynthesis of natural product drugs using engineered microorganisms
    • Ajikumar P.K., et al. Terpenoids: opportunities for biosynthesis of natural product drugs using engineered microorganisms. Mol. Pharm. 2008, 5:167-190.
    • (2008) Mol. Pharm. , vol.5 , pp. 167-190
    • Ajikumar, P.K.1
  • 86
    • 76849089864 scopus 로고    scopus 로고
    • Increasing diterpene yield with a modular metabolic engineering system in E. coli: comparison of MEV and MEP isoprenoid precursor pathway engineering
    • Morrone D., et al. Increasing diterpene yield with a modular metabolic engineering system in E. coli: comparison of MEV and MEP isoprenoid precursor pathway engineering. Appl. Microbiol. Biotechnol. 2010, 85:1893-1906.
    • (2010) Appl. Microbiol. Biotechnol. , vol.85 , pp. 1893-1906
    • Morrone, D.1
  • 87
    • 34249815814 scopus 로고    scopus 로고
    • A modular approach for facile biosynthesis of labdane-related diterpenes
    • Cyr A., et al. A modular approach for facile biosynthesis of labdane-related diterpenes. J. Am. Chem. Soc. 2007, 129:6684-6685.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 6684-6685
    • Cyr, A.1
  • 88
    • 38449112770 scopus 로고    scopus 로고
    • Production of plant sesquiterpenes in Saccharomyces cerevisiae: effect of ERG9 repression on sesquiterpene biosynthesis
    • Asadollahi M.A., et al. Production of plant sesquiterpenes in Saccharomyces cerevisiae: effect of ERG9 repression on sesquiterpene biosynthesis. Biotechnol. Bioeng. 2008, 99:666-677.
    • (2008) Biotechnol. Bioeng. , vol.99 , pp. 666-677
    • Asadollahi, M.A.1
  • 89
    • 79952108014 scopus 로고    scopus 로고
    • Targeted proteomics for metabolic pathway optimization: application to terpene production
    • Redding-Johanson A.M., et al. Targeted proteomics for metabolic pathway optimization: application to terpene production. Metab. Eng. 2011, 13:194-203.
    • (2011) Metab. Eng. , vol.13 , pp. 194-203
    • Redding-Johanson, A.M.1
  • 90
    • 84913587392 scopus 로고    scopus 로고
    • Metabolic engineering to enhance the value of plants as green factories
    • Yuan L., Grotewold E. Metabolic engineering to enhance the value of plants as green factories. Metab. Eng. 2015, 27:83-91.
    • (2015) Metab. Eng. , vol.27 , pp. 83-91
    • Yuan, L.1    Grotewold, E.2
  • 91
    • 43549084573 scopus 로고    scopus 로고
    • Harnessing plant trichome biochemistry for the production of useful compounds
    • Schilmiller A.L., et al. Harnessing plant trichome biochemistry for the production of useful compounds. Plant J. 2008, 54:702-711.
    • (2008) Plant J. , vol.54 , pp. 702-711
    • Schilmiller, A.L.1
  • 92
    • 77954427679 scopus 로고    scopus 로고
    • Trichome specific expression of the tobacco (Nicotiana sylvestris) cembratrien-ol synthase genes is controlled by both activating and repressing cis-regions
    • Ennajdaoui H., et al. Trichome specific expression of the tobacco (Nicotiana sylvestris) cembratrien-ol synthase genes is controlled by both activating and repressing cis-regions. Plant Mol. Biol. 2010, 73:673-685.
    • (2010) Plant Mol. Biol. , vol.73 , pp. 673-685
    • Ennajdaoui, H.1
  • 93
    • 84889985095 scopus 로고    scopus 로고
    • High-level diterpene production by transient expression in Nicotiana benthamiana
    • Brückner K., Tissier A. High-level diterpene production by transient expression in Nicotiana benthamiana. Plant Methods 2013, 9:46.
    • (2013) Plant Methods , vol.9 , pp. 46
    • Brückner, K.1    Tissier, A.2
  • 94
    • 69449084289 scopus 로고    scopus 로고
    • Production of taxa-4(5),11(12)-diene by transgenic Physcomitrella patens
    • Anterola A., et al. Production of taxa-4(5),11(12)-diene by transgenic Physcomitrella patens. Transgenic Res. 2009, 18:655-660.
    • (2009) Transgenic Res. , vol.18 , pp. 655-660
    • Anterola, A.1
  • 95
    • 84921437124 scopus 로고    scopus 로고
    • Heterologous stable expression of terpenoid biosynthetic genes using the moss Physcomitrella patens
    • Bach S.S., et al. Heterologous stable expression of terpenoid biosynthetic genes using the moss Physcomitrella patens. Methods Mol. Biol. 2014, 1153:257-271.
    • (2014) Methods Mol. Biol. , vol.1153 , pp. 257-271
    • Bach, S.S.1
  • 96
    • 80054760126 scopus 로고    scopus 로고
    • Improving peppermint essential oil yield and composition by metabolic engineering
    • Lange B.M., et al. Improving peppermint essential oil yield and composition by metabolic engineering. Proc. Natl. Acad. Sci. U.S.A. 2011, 108:16944-16949.
    • (2011) Proc. Natl. Acad. Sci. U.S.A. , vol.108 , pp. 16944-16949
    • Lange, B.M.1
  • 97
    • 33846058003 scopus 로고    scopus 로고
    • Redirection of carotenoid metabolism for the efficient production of taxadiene [taxa-4(5),11(12)-diene] in transgenic tomato fruit
    • Kovacs K., et al. Redirection of carotenoid metabolism for the efficient production of taxadiene [taxa-4(5),11(12)-diene] in transgenic tomato fruit. Transgenic Res. 2007, 16:121-126.
    • (2007) Transgenic Res. , vol.16 , pp. 121-126
    • Kovacs, K.1
  • 98
    • 84893464003 scopus 로고    scopus 로고
    • Overexpression of an isoprenyl diphosphate synthase in spruce leads to unexpected terpene diversion products that function in plant defense
    • Nagel R., et al. Overexpression of an isoprenyl diphosphate synthase in spruce leads to unexpected terpene diversion products that function in plant defense. Plant Physiol. 2014, 164:555-569.
    • (2014) Plant Physiol. , vol.164 , pp. 555-569
    • Nagel, R.1
  • 99
    • 77956227486 scopus 로고    scopus 로고
    • Tanshinone biosynthesis in Salvia miltiorrhiza and production in plant tissue cultures
    • Wang J.W., Wu J.Y. Tanshinone biosynthesis in Salvia miltiorrhiza and production in plant tissue cultures. Appl. Microbiol. Biotechnol. 2010, 88:437-449.
    • (2010) Appl. Microbiol. Biotechnol. , vol.88 , pp. 437-449
    • Wang, J.W.1    Wu, J.Y.2
  • 100
    • 84930205593 scopus 로고    scopus 로고
    • Metabolic engineering of higher plants and algae for isoprenoid production
    • Kempinski C., et al. Metabolic engineering of higher plants and algae for isoprenoid production. Adv. Biochem. Eng. Biotechnol. 2015, 10.1007/10_2014_290.
    • (2015) Adv. Biochem. Eng. Biotechnol.
    • Kempinski, C.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.